Tetrahydrofuran → N-methyl-1-(propan-2-yl)piperidin-4-amine

HRID 499717ノート

反応式

HRID 499717 の反応式
Cl.CN.C1COCC1.[CH:9]([N:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1)([CH3:11])[CH3:10].[C:19]([BH3-])#[N:20].[Na+]>C(O)(=O)C.C(O)C>[CH:9]([N:12]1[CH2:17][CH2:16][CH:15]([NH:20][CH3:19])[CH2:14][CH2:13]1)([CH3:11])[CH3:10]

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 793131-(Isopropyl)-4-piperidoneHCID 5003444Sodium cyanoborohydrideHCID 6364545Methylamine hydrochloride

生成物 1

HCID 3159676N-methyl-1-(propan-2-yl)piperidin-4-amine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

To a stirred mixture of methylamine hydrochloride (2.62 g, 38.8 mmol), THF (30 ml), ethanol (15 ml), N-isopropyl-4-piperidinone (3.0 ml, 20.2 mmol), and acetic acid (3.60 ml) was added sodium cyanoborohydride (30 ml, 1 molar solution in THF, 30 mmol), and the mixture was stirred at 60° C. for 6 hours and then at room temperature overnight. The mixture was concentrated under reduced pressure, water (50 ml) and potassium carbonate (47.0 g) were added, and the mixture was extracted with ethyl acetate (6×50 ml). The combined extracts were dried over magnesium sulphate and concentrated, to yield 3.78 g (quant.) of the title compound as an oil, which was used without further purification.

後処理

  1. customat room temperature
  2. customovernight
  3. concentrationThe mixture was concentrated under reduced pressure, water (50 ml) and potassium carbonate (47.0 g)
  4. additionwere added
  5. extractionthe mixture was extracted with ethyl acetate (6×50 ml)
  6. dry with materialThe combined extracts were dried over magnesium sulphate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-af0c3523c8bb45da8c600fd68dc14a8f
出典データセット
uspto-grants-2010_08
特許番号
US07767695B2

反応ノート

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